Method of cementing prosthetic devices and cementation kit

Abstract

A simplified method for adhering a prosthetic device to tooth structure using a single-part light-curable self-adhering cement composition. The method includes adhering a bonding surface of the prosthetic device to tooth structure directly using a light-curable single-part self-adhering cement composition without first treating the tooth structure and the bonding surface of the prosthetic device with a primer/adhesive, and photo-curing the cement composition. The light-curable single-part self-adhering cement composition comprises: (i) at least one acidic polymerizable monomer having at least one acidic moiety and at least one ethylenically unsaturated group, (ii) at least one non-acidic polymerizable monomer having at least one ethylenically unsaturated group, (iii) at least one photo-initiator, and (iv) at least one filler. The weight ratio of component (i) to component (ii) ranges from about 0.5:99.5 to about 70:30.

1 . A method for adhering a prosthetic device to tooth structure comprising the steps of:
 (I) adhering a bonding surface of the prosthetic device to tooth structure directly using a light-curable single-component self-adhering cement composition without first treating the tooth structure or the bonding surface of the prosthetic device with a primer or an adhesive at the time of the adhering; and   (II) hardening the cement composition by photo-curing the cement composition;   wherein the light-curable single-component self-adhering cement composition comprises:
 (i) at least one acidic polymerizable monomer having at least one acidic moiety and at least one ethylenically unsaturated group, 
 (ii) at least one non-acidic polymerizable monomer having at least one ethylenically unsaturated group, 
 (iii) at least one photo-initiator, and 
 (iv) at least one filler, wherein the weight ratio of component (i) to component (ii) ranges from about 0.5:99.5 to about 70:30. 
   
   
   
       2 . The method of  claim 1  wherein the weight ratio of component (i) to component (ii) in the cement composition ranges from about 5:95 to about 60:40. 
   
   
       3 . The method of  claim 1  wherein the weight ratio of component (i) to component (ii) in the cement composition ranges from about 10:90 to about 50:50. 
   
   
       4 . The method of  claim 1  wherein the concentration of component (iv) in the cement composition is in the range from about 15-95% w/w. 
   
   
       5 . The method of  claim 1  wherein the concentration of component (iv) in the cement composition is in the range from about 50-80% w/w. 
   
   
       6 . The method of  claim 1  wherein the cement composition further comprises one or more components selected from the group consisting of a colorant, a stabilizer, a UV absorber, a solvent, a fluoride-releasing compound, an antimicrobial additive, and a surfactant, and combinations thereof. 
   
   
       7 . The method of  claim 1  wherein the ethylenically unsaturated group is selected from the group consisting of an acrylate, a methacrylate, acrylamide, methacrylamide, and a vinyl group. 
   
   
       8 . The method of  claim 1  wherein the acidic moiety is selected from the group consisting of phosphorous-containing acidic moiety, carbon-containing acidic moiety, sulfur-containing acidic moiety, and boron-containing acidic moiety. 
   
   
       9 . The method of  claim 1  wherein the acidic polymerizable monomer has at least one acidic moiety selected from the group consisting of 
     
       
         
         
             
             
         
       
     
     where R is an alkyl group, aryl group, or alkali metal ion. 
   
   
       10 . The method of  claim 9  wherein the acidic polymerizable monomer is selected from the group consisting of phenyl methacryloxyethyl phosphate, glyceryldimethacrylate phosphate, dipentaerithritol pentaacrylate phosphate, pentaerithritol triacrylate phosphate, methacryloyloxydecyl phosphate, hydroxyethylmethacrylate phosphate, and bis(hydroxyethylmethacrylate) phosphate, and a combination thereof. 
   
   
       11 . The method of  claim 1  wherein the acidic polymerizable monomer is selected from the group consisting of 4-methacryloxyethyltrimellitic anhydride, 4-methacryloxyethyltrimellitic acid, and a combination thereof. 
   
   
       12 . The method of  claim 1  wherein the acidic polymerizable monomer is an addition product of a mono- or di-anhydride compound with a hydroxyalkylmethacrylate compound. 
   
   
       13 . The method of  claim 1  wherein the at least one filler is selected from the group consisting of inorganic metal, salt, oxide, nitride, silicate glass, aluminosilicate glass, aluminoborosilicate glass, fluoroaluminosilicate glass, quartz, fumed silica, colloidal silica, precipitated silica, zirconia-silica, polymeric filler, and polymerized composite filler with inorganic particles, and combinations thereof. 
   
   
       14 . The method of  claim 13  wherein the metals, salts, oxides, silicate glass, aluminosilicate glass, aluminoborosilicate glass, and fluoroaluminosilicate glass contains an element selected from the group consisting of Sr, Y, Zr, Ba, La, Hf, Zn, Bi, W, and rare earth metal, and combinations thereof. 
   
   
       15 . The method of  claim 1  further comprising the steps of etching the tooth structure with an acidic etchant composition and cleaning the etched tooth surface by rinsing with water prior to the adhering with the cement composition, wherein the acidic etchant composition comprises at least one acidic compound. 
   
   
       16 . The method of  claim 1  wherein the adhering with the cement composition is without first etching the tooth structure with an acidic etchant. 
   
   
       17 . The method of  claim 1  wherein the prosthetic device is selected from the group consisting of an inlay, an onlay, a veneer, and a crown. 
   
   
       18 . The method of  claim 1  wherein the prosthetic device is selected from the group consisting of an orthodontic bracket and an orthodontic band. 
   
   
       19 . The method of  claim 1  wherein the prosthetic device is made of a non-opaque restorative material. 
   
   
       20 . The method of  claim 19  wherein the non-opaque restorative material is selected from the group consisting of a cured thermoset composite resin, a thermoplastic material, a ceramic material and a metal oxide. 
   
   
       21 . The method of  claim 1  wherein the prosthetic device is produced by a CAD/CAM process. 
   
   
       22 . The method of  claim 20  wherein the non-opaque restorative material is the ceramic material, and wherein the ceramic material is selected from the group consisting of porcelain, feldspathic porcelain, aluminous porcelain, leucite reinforced ceramic material, lithium disilicate reinforced ceramic material, glass infiltrated magnesia aluminate spinell, glass-infiltrated alumina, and glass-infiltrated zirconia. 
   
   
       23 . The method of  claim 22  wherein the bonding surface of the ceramic prosthetic device is etched with an acidic etchant and subsequently cleaned prior to the adhering with the cement composition. 
   
   
       24 . The method of  claim 23  wherein the acidic etchant comprises an acid selected from the group consisting of hydrofluoric acid and phosphoric acid. 
   
   
       25 . The method of  claim 22  wherein the bonding surface of the ceramic prosthetic device is not etched with an acidic etchant prior to the adhering with the cement composition. 
   
   
       26 . The method of  claim 1  wherein the prosthetic device is a veneer. 
   
   
       27 . The method of  claim 26  wherein the veneer is made of a ceramic restorative material. 
   
   
       28 . The method of  claim 20  wherein the non-opaque restorative material is the metal oxide, and wherein the metal oxide is selected from the group consisting of zirconia, yttrium stabilized zirconia, and alumina. 
   
   
       29 . The method of  claim 28  wherein the bonding surface of the metal oxide prosthetic device is not etched with an acidic etchant prior to the adhering with the cement composition. 
   
   
       30 . The method of  claim 1  wherein the bonding surface of the prosthetic device is air-abraded with fine particles and subsequently cleaned prior to the adhering with the cement composition. 
   
   
       31 . A dental cementation kit comprising a light-curable single-part self-adhering cement composition, instructions for using the cement composition, and optionally one or two compositions selected from the group consisting of an acidic etchant for etching tooth structure, and an acidic etchant for etching a bonding surface of a dental prosthetic device;
 wherein the light-curable single-component self-adhering cement composition comprises:
 (i) at least one acidic polymerizable monomer having at least one acidic moiety and at least one ethylenically unsaturated group, 
 (ii) at least one non-acidic polymerizable monomer having at least one ethylenically unsaturated group, 
 (iii) at least one photo-initiator, and 
 (iv) at least one filler, wherein the weight ratio of component (i) to component (ii) ranges from about 0.5:99.5 to about 70:30; and 
   wherein the instructions for using the cement composition to attach a prosthetic device to tooth structure omit the steps of applying a primer and/or adhesive to the tooth structure and the bonding surface of the prosthetic device.   
   
   
       32 . The dental cementation kit of  claim 31  with the proviso that the kit does not include a primer or an adhesive. 
   
   
       33 . The dental cementation kit of  claim 31  wherein the weight ratio of component (i) to component (ii) in the cement composition ranges from about 5:95 to about 60:40. 
   
   
       34 . The dental cementation kit of  claim 31  wherein the weight ratio of component (i) to component (ii) in the cement composition ranges from about 10:90 to about 50:50. 
   
   
       35 . The dental cementation kit of  claim 31  wherein the concentration of component (iv) in the cement composition is in the range from about 15-95% w/w. 
   
   
       36 . The dental cementation kit of  claim 31  wherein the concentration of component (iv) in the cement composition is in the range from about 50-80% w/w. 
   
   
       37 . The dental cementation kit of  claim 31  wherein the cement composition further comprises one or more components selected from the group consisting of a colorant, a stabilizer, a UV absorber, a solvent, a fluoride-releasing compound, an antimicrobial additive, and a surfactant, and combinations thereof. 
   
   
       38 . The dental cementation kit of  claim 31  wherein the ethylenically unsaturated group is selected from the group consisting of an acrylate, a methacrylate, acrylamide, methacrylamide, and a vinyl group. 
   
   
       39 . The dental cementation kit of  claim 31  wherein the acidic moiety is selected from the group consisting of phosphorous-containing acidic moiety, carbon-containing acidic moiety, sulfur-containing acidic moiety, and boron-containing acidic moiety. 
   
   
       40 . The dental cementation kit of  claim 31  wherein the acidic polymerizable monomer has at least one acidic moiety selected from the group consisting of 
     
       
         
         
             
             
         
       
     
     where R is an alkyl group, aryl group, or alkali metal ion. 
   
   
       41 . The dental cementation kit of  claim 31  wherein the acidic polymerizable monomer is selected from the group consisting of phenyl methacryloxyethyl phosphate, glyceryldimethacrylate phosphate, dipentaerithritol pentaacrylate phosphate, methacryloyloxydecyl phosphate, pentaerithritol triacrylate phosphate, hydroxyethylmethacrylate phosphate, and bis(hydroxyethylmethacrylate) phosphate, and combinations thereof. 
   
   
       42 . The dental cementation kit of  claim 31  wherein the acidic polymerizable monomer is selected from the group consisting of 4-methacryloxyethyltrimellitic anhydride, and 4-methacryloxyethyltrimellitic acid, and a combination thereof. 
   
   
       43 . The dental cementation kit of  claim 31  wherein the acidic polymerizable monomer is an addition product of a mono- or di-anhydride compound with a hydroxyalkylmethacrylate compound. 
   
   
       44 . The dental cementation kit of  claim 31  wherein the at least one filler is selected from the group consisting of inorganic metal, salt, oxide, nitride, silicate glass, aluminosilicate glass, aluminoborosilicate glass, fluoroaluminosilicate glass, quartz, fumed silica, colloidal silica, precipitated silica, zirconia-silica, polymeric filler, and polymerized composite filler with inorganic particles, and combinations thereof. 
   
   
       45 . The dental cementation kit of  claim 44  wherein the metals, salts, oxides, silicate glass, aluminosilicate glass, aluminoborosilicate glass, and fluoroaluminosilicate glass contains an element selected from the group consisting of Sr, Y, Zr, Ba, La, Hf, Zn, Bi, W, and rare earth metal, and combinations thereof. 
   
   
       46 . The dental cementation kit of  claim 31  wherein the acidic etchant for etching the tooth structure comprises an acid selected from the group consisting of phosphoric acid, citric acid, maleic acid, phosphonic acid, and nitric acid. 
   
   
       47 . The dental cementation kit of  claim 31  wherein the acidic etchant for etching the tooth structure comprises phosphoric acid. 
   
   
       48 . The dental cementation kit of  claim 31  wherein the acidic etchant for etching the bonding surface of the prosthetic device comprises an acid selected from the group consisting of hydrofluoric acid, phosphoric acid, citric acid, maleic acid, phosphonic acid, and nitric acid. 
   
   
       49 . The dental cementation kit of  claim 31  wherein the acidic etchant for etching the bonding surface of the prosthetic device comprises hydrofluoric acid. 
   
   
       50 . The dental cementation kit of  claim 31  wherein the acidic etchant for etching tooth structure and/or the acidic etchant for etching the bonding surface of a prosthetic device is omitted from the kit. 
   
   
       51 . The dental cementation kit of  claim 50  wherein the instructions for using the cement composition further omits the corresponding etching step for the acidic etchant omitted from the kit. 
   
   
       52 . The dental cementation kit of  claim 31  wherein the acidic etchant for etching tooth structure and the acidic etchant for etching the bonding surface of a prosthetic device are both omitted from the kit and the instructions for using the cement composition further omits both the step of etching tooth structure and the step of etching the bonding surface of a prosthetic device.